In this episode of the What It Takes Podcast, we sit down with Avi Singer, Founder and CEO of Showd.me - a leader who hacked the corporate ladder from day one and later built a multi-million-dollar SaaS company without raising a single dollar of venture capital.

Avi breaks down his journey from a $65k entry-level role at DoubleClick (later acquired by Google) to bootstrapping and scaling a profitable, remote-first business. He shares the unfiltered reality of entrepreneurship: the moments he nearly quit, the pressure of making payroll, and the tough leadership decisions that come with being the one in charge.

This conversation is a masterclass in strategic career planning, sustainable company building, and rejecting Silicon Valley hype in favor of real, durable success. Whether you’re climbing the corporate ladder, building a startup, or trying to lead a team that actually cares, this episode delivers insights you won’t hear anywhere else.

💡 In This Episode, We Cover:

◼️ How Avi leveraged an Ivy League degree to land his first $65k job◼️ Adopting a “future VP” mindset from day one in corporate life◼️ Why he tells 99% of people not to start a tech startup◼️ The accidental pivot from a “nice-to-have” to a true “must-have” product◼️ Building a 50-person remote team across 13 states—with no office◼️ The hardest CEO skill: knowing when to walk away from easy money◼️ How to identify, promote, and retain rockstar employees—and when to let go◼️ The servant-leadership philosophy that creates real loyalty◼️ Navigating founder identity crises and near burnout◼️ Why most software companies fail—and how to avoid the same traps◼️ Avi’s non-negotiable advice for first-time founders

⏱️ Chapters

00:00 From Columbia to Corporate: Hacking the $65k Start

11:45 The Terminal Degree: Planning Your Career Like a Chess Game

14:27 Why I Left a $250k+ VP Job to Start From Scratch

21:42 The Pivot That Saved the Business

30:12 Hiring (and Firing) for a Team That Runs Without You

34:50 Building a Remote Culture That Actually Works

53:48 The Vacation Test: How to Know You’re a Good Leader

1:03:03 From Unicorn Dreams to Building a Real Business

🔗 Connect with Avi Singer

LinkedIn: https://www.linkedin.com/in/avisinger/Website: https://www.showd.me/

🔗 Connect with Tuli KrausX (Twitter): https://x.com/TuliKrausInstagram: https://www.instagram.com/blackbird.recruiting/LinkedIn: https://www.linkedin.com/in/tuli-kraus/

Sponsored by Blackbird Recruiting. Tired of sorting through unqualified résumés? Blackbird Recruiting helps you hire top talent—so you can focus on growing your business. Visit blackbirdrecruiting.com to learn more.

In this powerful episode of the What It Takes Podcast, we sit down with Sam Shvarzblat, a contractor and entrepreneur who has lived both realities—being the boss and walking away from being the boss. Sam built a construction company from scratch in his early 20s, scaled it to multiple large projects, battled cash-flow pressure, burnout, family expectations, and eventually made the toughest decision an entrepreneur can make: closing his own company.

This conversation is brutally honest. Sam opens up about the identity crisis founders face, the ego tied to “being your own boss,” how cash flow really works behind the scenes in construction, and why moving his family to a new community changed everything. Whether you're an entrepreneur, contractor, or someone who’s ever wondered if stepping away is failure or growth—this episode will hit home.

This is a raw masterclass in humility, rebuilding, and what it really takes to balance business, family, faith, and your own well-being.

💡 In This Episode, We Discuss:

◼️ Sam’s early journey into construction and why he skipped working for others ◼️ The harsh truth about being a young business owner in the trades ◼️ Why most contractors struggle with cash flow—and how to fix it ◼️ The “friends & family discount” myth ◼️ The realities of managing 10+ simultaneous construction projects ◼️ Burnout, identity, and the moment Sam knew he had to step away ◼️ Moving from Lakewood to Monsey: lifestyle, community, and values ◼️ Economic slowdown, stalled projects, and clients pulling deposits ◼️ What it feels like to shut down your own company ◼️ How Sam rebuilt his life, career, and sense of direction ◼️ What every new entrepreneur should understand before starting

⏱️ Chapters

00:00 When the Dream of Being Your Own Boss Starts to Crack

2:19 Why I Refused to Become a Copy-Paste Contractor

6:19 Friends, Family & the Truth About ‘Discount Work’

7:06 Why Friends Should Pay MORE—Not Less

8:26 At My Peak: Running 10 Projects with a Tiny Team

10:25 The Cash-Flow Trap That Destroys Most Contractors

13:10 The Question I Never Wanted to Answer: Why I Closed My Company

16:46 The Commute That Broke Me: 4:30 AM Drives & Endless Inspections

17:55 When Clients Pump the Brakes & the Economy Turns on You

26:56 The Identity Shift of Going from a Boss to an Employee

34:49 Being an Employee vs Doing Your Own Thing

37:35 The Biggest Lessons I’ve Learned in These Chapters of My Life

🔗 Connect with Sam Shvarzblat: Instagram: https://www.instagram.com/samshvarzblat/?hl=en LinkedIn: https://www.linkedin.com/in/samshvarz/

🔗 Connect with Tuli Kraus: X (Twitter): https://x.com/TuliKraus Instagram: https://www.instagram.com/blackbird.recruiting/ LinkedIn: https://www.linkedin.com/in/tuli-kraus/

This episode is sponsored by Blackbird Recruiting. Tired of sifting through unqualified résumés? Let Blackbird Recruiting find you top talent so you can focus on growing your business. Visit blackbirdrecruiting.com to learn more.

In this insightful episode of the What It Takes podcast, we sit down with Morris Isaacson, the Chief Marketing Officer of Empeon, whose career spans more than two decades across brand strategy, digital marketing, and high-growth tech leadership. Morris has led marketing for iconic global brands like Polaroid, played a key role in a $1.1B IPO, and built data-driven marketing engines inside fast-scaling organizations.

He breaks down the real evolution of modern marketing—from the creativity-first “Mad Men” era to the analytics, attribution, and performance-driven landscape companies operate in today. This episode is packed with career lessons, leadership insights, and a behind-the-scenes look at how top CMOs build brands that grow revenue, teams, and long-term impact.

This is a masterclass in building a valuable career, leading high-performance teams, and staying ahead in one of the fastest-changing industries in the world.

💡 In This Episode, We Discuss:

◼️ Morris’s unconventional start: From psychology major to entertainment marketing◼️ Why marketing has shifted from art to science◼️ How to prove your value and win budget from data-driven CFOs◼️ The Polaroid comeback: Rebranding a nostalgic icon◼️ How to build a marketing team from zero◼️ The real ROI of trade shows — and how to execute them right◼️ Aligning sales and marketing for accurate pipeline data◼️ Career compensation: When your salary finally reflects your value◼️ What Morris looks for when hiring modern marketing talent◼️ The one skill that will make you irreplaceable today◼️ Final advice: Why doing what you love leads to a fulfilling career

⏱️ Chapters

00:00 Introduction & Podcast Purpose1:11 Guest Introduction: Morris Isaacson, CMO of Empeon2:18 The Unforgettable First Job Interview5:27 Early Career: From IDT to Yeshiva University9:21 The Polaroid Turnaround Story11:29 Building & Managing Marketing Teams16:35 The Evolution of Marketing: Data vs. Creativity19:08 Mastering Trade Shows & Proving ROI32:20 Career Advice: Compensation, Mistakes, and Hiring40:01 Final Thoughts: The 22-Year Career Reflection

🔗 Connect with Morris Isaacson: LinkedIn: https://www.linkedin.com/in/misaacson/

🔗 Connect with Tuli Kraus: X (Twitter): https://x.com/TuliKraus Instagram: https://www.instagram.com/blackbird.recruiting/ LinkedIn: https://www.linkedin.com/in/tuli-kraus/

This episode is sponsored by Blackbird Recruiting. Tired of sifting through unqualified résumés? Let Blackbird Recruiting find you top talent so you can focus on building your business. Visit blackbirdrecruiting.com to learn more.